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2-Phenylaminomethylene-malonic acid diethyl ester → HCID 178469510, compound

HRID 249667
Notes
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Reaction equation

HRID 249667 reaction equation
C(O[C:4](=[O:19])[C:5](=[CH:11][NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[OH:19][C:4]1[C:14]2[C:13](=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:12]=[CH:11][C:5]=1[C:6]([O:8][CH2:9][CH3:10])=[O:7]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 2643272-Phenylaminomethylene-malonic acid diethyl ester

Product 1

HCID 178469510HCID 178469510, compound

Reagents, catalysts & solvents 1

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)Solvent

Conditions

Temperature
80 °C

Procedure

The 2-phenylaminomethylene-malonic acid diethyl ester was refluxed in Dowtherm® for 15 min to 2 h. The reaction mixture was cooled to 80° C. and solid was collected by filtration and washed with hexane to yield crude ethyl 4-hydroxy-quinoline-3-carboxylate 2a which was used in next step without further purification.

Workup

  1. filtrationsolid was collected by filtration
  2. washwashed with hexane

Sources & evidence

ORD record
ord-aca77ffdeac44d3e983f530c8670cda2
Source dataset
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07863266B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes